58977-08-5Relevant academic research and scientific papers
Chemistry of Quinones. Part 7. Synthesis of Anthracyclinone Analogues via Diels-Alder Reactions of 1,4-Anthraquinones
Gupta, Dharmendra N.,Hodge, Philip,Khan, Naeem
, p. 689 - 696 (2007/10/02)
Diels-Alder adducts were formed by reaction of 1,4-anthraquinone with buta-1,3-diene, with 1-acetoxy-, 1-methyl-, 2-methyl-, and 2,3-dimethyl-buta-1,3-diene, and with cyclohexa-1,3-diene.Adducts were also prepared by reaction of 9-chloro-10-hydroxy-1,4-anthraquinone with buta-1,3-diene and with 2-methylbuta-1,3-diene.Some of the linear tetracyclic adducts were transformed to 1,2,3,4-tetrahydro-1,5,12-trihydroxynaphthacene-6,11-quinone (21) and 2-acetyl-1,2,3,4-tetrahydro-2,5,12-trihydroxynaphthacene-6,11-quinone (7).The latter has been converted by other workers into 4-demethoxydaunomycinone (48) and 4-demethoxydaunomycin (8).
Anthracycline synthesis
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, (2008/06/13)
A process for synthesizing the 7-substituted or unsubstituted 5,12-dihydroxy-1,2,3,4,6,11-hexahydro-2,6,11-trioxonaphthacene precursors for doxorubicin and related compounds from butadiene and p-benzoquinone and intermediates useful in the synthesis.
Intermediates for polycyclic quinonoid antibiotics
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, (2008/06/13)
There is provided a novel method of synthesizing certain tetracyclic quinones. In particular, there is provided a novel route to the synthesis of certain analogs of (+)-7-deoxydaunomycinone which includes the provision of novel tri- and tetracyclic quinone intermediates. The products of the synthetic route provided herein may be converted into compounds of known anti-neoplastic activity.
